N-(2,2-dimethoxyethyl)-N-tosyl-9-aminomethyl-4-methoxy-9H-xanthene

Base Information

• Chemical Name: N-(2,2-dimethoxyethyl)-N-tosyl-9-aminomethyl-4-methoxy-9H-xanthene
• CAS No.: 890708-51-7
• Molecular Formula: C₂₆H₂₉NO₆S
• Molecular Weight: 483.585
• Mol file: 890708-51-7.mol

Synonyms:N-(2,2-dimethoxyethyl)-N-tosyl-9-aminomethyl-4-methoxy-9H-xanthene

Chemical Property of N-(2,2-dimethoxyethyl)-N-tosyl-9-aminomethyl-4-methoxy-9H-xanthene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2,2-dimethoxyethyl)-N-tosyl-9-aminomethyl-4-methoxy-9H-xanthene

There total 4 articles about N-(2,2-dimethoxyethyl)-N-tosyl-9-aminomethyl-4-methoxy-9H-xanthene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 30.0%

9-hydroxymethyl-4-methoxy-9H-xanthene (890708-50-6) + N-(2,2-dimethoxyethyl)-p-toluenesulfonamide (58754-95-3) → 4-methoxy-9-methylene-9H-xanthene (890708-49-3) + N-(2,2-dimethoxyethyl)-N-tosyl-9-aminomethyl-4-methoxy-9H-xanthene (890708-51-7)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1021/jo052320c

Reference yield:

4-methoxy-9-methylene-9H-xanthene (890708-49-3) → N-(2,2-dimethoxyethyl)-N-tosyl-9-aminomethyl-4-methoxy-9H-xanthene (890708-51-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: BH₃*SMe₂ / tetrahydrofuran / 1 h / 20 °C

1.2: 5.7 g / aq. NaOH; H₂O₂ / tetrahydrofuran / 1 h / 20 °C

2.1: 30 percent / Ph₃P; DEAD / tetrahydrofuran / 3 h / 20 °C

With dimethylsulfide borane complex; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 2.1: Mitsunobu;

DOI:10.1021/jo052320c

Reference yield:

4-methoxy-9-methyl-9H-xanthen-9-ol (890708-48-2) → N-(2,2-dimethoxyethyl)-N-tosyl-9-aminomethyl-4-methoxy-9H-xanthene (890708-51-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: glacial acetic acid / ethyl acetate / 0.08 h / 20 °C

2.1: BH₃*SMe₂ / tetrahydrofuran / 1 h / 20 °C

2.2: 5.7 g / aq. NaOH; H₂O₂ / tetrahydrofuran / 1 h / 20 °C

3.1: 30 percent / Ph₃P; DEAD / tetrahydrofuran / 3 h / 20 °C

With dimethylsulfide borane complex; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethyl acetate; 3.1: Mitsunobu;

DOI:10.1021/jo052320c

upstream raw materials:

9-hydroxymethyl-4-methoxy-9H-xanthene

N-(2,2-dimethoxyethyl)-p-toluenesulfonamide

4-methoxy-9-methylene-9H-xanthene

4-methoxy-9-methyl-9H-xanthen-9-ol

Downstream raw materials:

7-methoxy-2-tosyl-2,3,4,12b-tetrahydro-1H-xantheno[9,1-cd]azepine

7-methoxy-2-tosyl-2,12b-dihydro-1H-xantheno[9,1-cd]azepine

N-(formylmethyl)-N-tosyl-9-aminomethyl-4-methoxy-9H-xanthene